Potential dependent orientation and oxidative decomposition of mercaptoalkanenitrile monolayers on gold. An in situ fourier transform infrared spectroscopy study

Langmuir

Volumn 12, Issue 11, 1996, Pages 2726-2736

  Sato, Yukari ^a,b   Ye, Shen ^a   Haba, Toshio ^a   Uosaki, Kohei ^a  

^a HOKKAIDO UNIVERSITY   (Japan)

^b NATL INST BIOSCI HUM TECHNOL   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001599357     PISSN: 07437463     EISSN: None     Source Type: Journal    
DOI: 10.1021/la950675t     Document Type: Article

References (49)

1. Ulman, A. An Introduction to Ultrathin Organic Films from Langmuir-Blodgett to Self-Assembling; Academic: San Diego, CA, 1991.
2. Murray, R. W.; Weissberger, A. Molecular Design of Electrode Surfaces; Techniques of Chemistry; Sannders, W. H., Jr., Ed.; John Wiley & Sons: New York, 1992; Vol. 22.
3. Sagiv, J. J. Am. Chem. Soc. 1980, 102, 92.
4. Simon, R. A.; Ricco, A. J.; Wrighton, M. S. J. Am. Chem. Soc. 1982, 104, 2031.
5. Whitesides, G. M.; Laibinis, P. E. Langmuir 1990, 6, 87.
6. Troughton, E. B.; Bain, C. D.; Whitesides, G. M.; Nuzzo, R. G.; Allara, D. L.; Porter, M. D. Langmuir 1988. 4, 365.
7. Bain, C.; Troughton, E. B.; Tao, Y. T.; Evall, J.; Whitesides, G. M.; Nuzzo, R. G. J. Am. Chem. Soc. 1989, 111, 321.
8. Porter, M. D.; Bright, T. B.; Allara, D. L.; Chidsey, C.E.D. J. Am. Chem. Soc. 1987, 109, 3559.
9. Finklea, H. O.; Avery, S.; Lynch, M.; Furtsch, T. Langmuir 1987, 3, 409.
10. Rubinstein, I.; Steinberg, S.; Tor, Y.; Shanzer, A.; Sagiv, J. Nature 1988, 332, 31.
11. Chidsey, C. E. D.; Bertozzi, C. R.; Putvinski, T. M.; Mujsce, A. M. J. Am. Chem. Soc. 1990, 112, 4301.
12. Uosaki, K.; Sato, Y.; Kita, H. Langmuir 1991, 7, 1510.
13. Sato, Y.; Itoigawa, H.; Uosaki, K. Bull. Chem. Soc. Jpn. 1993, 66, 1032.
14. Shimazu, K.; Yagi, I.; Sato, Y.; Uosaki, K. Langmuir 1992, 8, 1385.
15. Hickman, J. J.; Ofer, D.; Zou, C.; Wrighton, M. S.; Laibinis, P. E.; Whitesides, G. M. J. Am. Chem. Soc. 1991, 113, 1128.
16. Rowe, G. K.; Creager, S. E. Langmuir 1991, 7, 2307.
17. Sato, Y.; Frey, B. L.; Corn, R. M.; Uosaki, K. Bull. Chem. Soc. Jpn. 1994, 67, 21.
18. Nuzzo, R. G.; Dubois, L. H.; Allara, D. L. J. Am. Chem. Soc. 1990, 112, 558.
19. Beden, B.; Lamy, C. Spectroelectrochemistry; Gale, R. J., Ed.; Plenum: New York, 1988; Chapter 5.
20. Ashley, K.; Pons, S. Chem. Rev. 1988, 88, 673.
21. Kunimatsu, K.; J. Phys. Chem. 1984, 88, 2195.
22. Kunimatsu, K; Seki, H.; Golden, W. G.; Gordon, J. G., II Surf. Sci. 1985, 158, 596.
23. Ashley, K.; Samant, M. G.; Seki, H.; Philpott, M. R. J. Electroanal. Chem. 1989, 270, 349.
24. Corrigan, D. S.; Gao, P. L.; Leung, W. H.; Weaver, M. J. Langmuir 1986, 2, 744.
25. Bron, M.; Holze, R. J. Electroanal. Chem. 1995, 385, 105.
26. Ashley, K.; Lazaga, M.; Samant, M. G.; Seki, H.; Philpott, M. R. Surf. Sci. 1989, 219, L590.
27. Ashley, K.; Weinert, F.; Samant, M. G.; Seki, H.; Philpott, M. R. J. Phys. Chem. 1991, 95, 7409.
28. Paulisse, V. B.; Korzeniewski, C. K. J. Phys. Chem. 1992, 96, 4563.
29. Kim, C. S.; Korzeniewski, C. K. J. Phys. Chem. 1993, 97, 9784.
30. Stuhlmann, C.; Villegas, I.; Weaver, M. J. Chem. Phys. Lett. 1994, 219, 319.
31. Christensen, P. A.; Hamnett, A.; Trevellik, P. R. J. Electroanal. Chem. 1988, 242, 23.
32. Popenoe, D. D.; Deinhammer, R. S.; Porter, M. D. Langmuir 1992, 8, 2521.
33. Shimazu, K.; Ye, S.; Sato, Y.; Uosaki, K. J. Electroanal. Chem. 1994, 375, 409.
34. Chidsey, C. E. D.; Loiacono, D. N. Langmuir 1990, 6, 682.
35. Faguy, P. E.; Fawcett, W. R.; Lin, G.; Motheo, A. J. J. Electroanal. Chem. 1992, 339, 339.
36. Gao, P.; Weaver, M. J. Phys. Chem. 1985, 89, 5040.
37. Urquhart, G. G.; Gates, J. W.; Connor, R. Org. Synth. 1955, III, 363.
38. Corrigan, D. S.; Leung, L.-W. H.; Weaver, M. J. Anal. Chem. 1987, 59, 2252.
39. Silverstein, R. M.; Bassler, G. C.; Morrill, T. C. Spectrometric Identification of Organic Compounds, 4th ed.; John Wiley & Sons: New York, 1981.
40. Jesson, J. P.; Thompson, H. W. Spectrochim. Acta 1958, 13, 217.
41. Colthup, N. B.; Daly, L. H.; Wiberley, S. E. Introduction to Infrared and Raman Spectroscopy; Academic Press: New York, 1964; p 203.
42. Bryant, M. A.; Pemberton, J. E. J. Am. Chem. Soc. 1191, 113, 8283.
43. Kunimatsu, K.; Bewick, A. Indian J. Technol. 1986, 24, 407.
44. Laibinis, P. E.; Whitesides, G. M.; Allara, D. L.; Tao, Y.-T.; Parikh, A. T.; Nazzo, R. G. J. Am. Chem. Soc. 1991, 113, 7152.
45. Schneider, T. W.; Buttry, D. A. J. Am. Chem. Soc. 1993, 115, 12391.
46. Walczak, M. M.; Popenoe, D. D.; Deinhammer, R. S.; Lamp, B. D.; Chung, C.; Porter, M. D. Langmuir 1991, 7, 2687.
47. Everett, W. R.; Fritsch-Faules, Anal. Chim. Acta 1995, 307, 253.
48. The effects of the surface roughness should be considered in the discussion of the molecular orientation change of the monolayer in a microscopic level. It should be emphasized that the information about the molecule orientation obtained by FT-IRRAS measurement in the present study represents only averaged properties of the self-assembled monolayer. A detailed study using a relatively flat (111) ordered gold electrode is in progress. A detailed procedure for the preparation of the flat (111) ordered surface by vacuum evaporation of gold onto a gold polycrystalline disk is given elsewhere: Uosaki, K.; Ye, S.; Kondo, T. J. Phys. Chem. 1995, 99, 4117.
49. Bewick, A.; Pons, S. Advances in Infrared and Roman Spectroscopy; Clark, R. J. H., Hester, R. E., Eds.; Wiley Heyden: London, 1985, Vol. 12, Chapter 1.